Počet záznamů: 1
Two convergent approaches toward novel carbocyclic C-nucleosides
0351443 - UOCHB-X 2011 RIV DE eng J - Článek v odborném periodiku
Nencka, Radim - Šála, Michal - Dejmek, Milan - Dračínský, Martin - Holý, Antonín - Hřebabecký, Hubert
Two convergent approaches toward novel carbocyclic C-nucleosides.
Synthesis. -, č. 23 (2010), s. 4119-4130 ISSN 0039-7881
Grant CEP: GA MŠk 1M0508
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: carbocyclic C-nucleosides * convergent approach * uracil * pyrimidines
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 2.260, rok: 2010
Two convergent methodologies for construction of novel carbocyclic C-nucleosides allowing the syntheses of derivatives with uracil heterobase substituted at the position C-5 as well as C-6 were developed. The crucial step of the first methodology was the reaction of (6-chloro-2,4-dimethoxypyrimidin-5-yl)lithium, the nucleobase precursor, with suitable ketones, the carbocyclic pseudosugar precursors. The second approach was based on the copper-catalyzed cross-coupling between magnesiated pyrimidine and appropriate allyl chlorides. These methodologies were applied for the synthesis of novel carbocyclic C-nucleosides bearing cyclohexene or cyclohexane as a pseudosugar.
Trvalý link: http://hdl.handle.net/11104/0191197